Triethyl Citrate → Ethyl tetrahydrofurfurylacetate

반응식

C(OCC)(=O)C[C:3]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=O)([C:5]([O:7][CH2:8][CH3:9])=[O:6])O.[H][H].O1CCC[CH2:23]1>>[CH2:10]([CH2:3][C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH:11]1[O:13][CH2:14][CH2:15][CH2:23]1.[OH:7][CH2:5][CH2:3][CH:10]1[CH2:15][CH2:14][O:13][CH2:11]1

참가 물질

반응물 3

HCID 6506Triethyl Citrate

HCID 8028Tetrahydrofuran2회

HCID 178418361HCID 178418361, 화합물

생성물 2

HCID 263175Ethyl tetrahydrofurfurylacetate수율 39%

HCID 111262252-(Oxolan-3-yl)ethan-1-ol수율 30%

실험 절차

400 ml of triethyl citrate were hydrogenated at 175° C. and 50 bar together with 1100 ml of tetrahydrofuran and 60 g of catalyst F (4-mm tablets) until the take-up of hydrogen had ceased. The reaction product was freed from tetrahydrofuran and distilled under reduced pressure, giving 101 g (39%) of ethyl tetrahydrofurfurylacetate and 57 g (30%) of 3-(2'-hydroxyethyl)tetrahydrofuran.